Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Kapalua Golf Villas | Large Bedrooms | KBM Resorts | 3 Units, 4 Bedrooms | ML-2285
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Remodeled 1 bedroom Kihei gem close to beachnn
Welcome to Maui Vista 2121. This coastal remodeled 1st floor 1 bedroom condo is located in the heart of S. Kihei. This condo can accommodate 4 people & has everything needed to feel at home. Cross the street to get to Charley Young beach which connects to Kamaole I...
Ilikai Hotel, Beautiful Yacht Harbor & Ocean View. Sunsets every night!
Beautiful views of the yacht harbor overlooking the Pacific ocean can be enjoyed from this comfortable & classy condo. This spacious 1-bedroom is over 500 sq ft of comfortable living space is located on the 16th floor of the Ilikai Hotel. KITCHEN- Refrigerator-...
Honua Kai Konea | 3 Free Rental Cars | KBM Resorts | Exceptional Value | 3 Units, 6 Bedrooms | ML-1445
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Breathtaking ocean-view condo, with pool, hot tub, balcony, central AC, & WiFi
Lahaina Shores 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Lahaina Shores Beach Resort proudly stands after the 2023 fire and has reopened following a full renovation. Guests...
Kaanapali Alii | 291
Kaanapali Alii 2912 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________This stunning Maui ocean-view condo on the ninth floor features one bedroom and a fully enclosed den that comfortably serves as a second bedroom. From the private...
Marbella Lane - Blissful Studio in Makaha
Summary:Welcome to this 1 BR studio with kitchen and a private entrance located in a gated private community in the heart of the Makaha Valley The studio is elegantly decorated and perfectly situated to showcase the serene views of the ocean and the Puukea au Mountain...
Exclusive Oceanfront Access at Alaeloa #3
Modern Paradise Luxury at Alaeloa – Exclusive Oceanfront Access Welcome to your private sanctuary in the heart of Napili, just 5 minutes South of Kapalua and 10 minutes North of Kaanapali. This exclusive Oceanfront community is surrounded by lush tropical gardens and...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Maui Ocean Club Resort+Amenities -2BR Suite
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴🌺 Ideally located in the heart of Kaanapali Beach along the famous Kaanapali Beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s Village.Additional $500-$1000 SAVINGS available for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠...
Spacious Studio Apt. with WiFi and A/C - Super close to Beach & Zoo
9th Floor Fully furnished Queen bed Studio just 2 mins walk from the golden sands of Waikiki Beach.Our 30 Day Rental offers free parking, WiFi & Cable, onsite laundry facilities and has partial ocean views.Located at the desirable Zoo / Kapiolani Park end of Waikiki,...
Discovery Bay Ocean View Studio, Near the Beach!
Enjoy the best of city living with scenic ocean views in this inviting studio on the 37th floor of Discovery Bay. Just steps from the beach, this spacious studio offers both comfort and convenience in the heart of Honolulu.Large windows showcase panoramic views of the...
Kiahuna Plantation Resort Royal Garden 1 Bedroom
Nestled near Kauai’s most iconic shoreline, this cozy one-bedroom cottage-style condo offers serene garden views and all the comforts you need. A perfect retreat for up to four guests looking to relax and reconnect. Royal Garden View 1 Bedroom • Fully equipped kitchen...
7th Fl Aloha Lani | Lanai | AC | Parking | Pool
Aloha and welcome! Relax in this beautifully renovated 1-bedroom, 1-bathroom condo at Aloha Lani, ideally located in the heart of Waikīkī. Updated in 2022 with brand-new furnishings, paint, and appliances, this home combines modern comfort with island charm—perfect for...
Ilikai Marina - Great Location in Waikiki! Stunning Sunset View, Fireworks on Friday!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 3/23 - 4/17/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees. n
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Kaanapali Alii | 1101
Kaanapali Alii 11012 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Discover the perfect blend of comfort and island-inspired style in this one-bedroom partial ocean view residence with a fully enclosed den that comfortably...
Unit 3 Waena Inn - Newly Renovated Maui Private Suite
Enjoy a cozy stay at this 324 sq ft modern Ohana studio apartment in Maui, featuring a small kitchenette and private bathroom. Large windows offer beautiful views of the West Maui Volcano and the warm Hawaiian breeze. With amenities such as A/C, Wi-Fi, smart TV, and...
Winter Holiday Sale! Luxury Retreat in Kona with Saltwater Pool
Summary:Discover the ultimate family retreat in Kailua-Kona! This exquisite 5-bedroom house boasts a private pool, sauna, and stunning ocean views. Enjoy luxurious amenities, from the chef's kitchen to the kids' play area, and create lasting memories. Ideally located...
Discover Tropical Bliss: Marriott's Maui Ocean Club - 2 Bedroom oceanfront
Spread out with the whole family in this spacious two-bedroom suite.If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing pools (many, many glowing pools) aren’t enough to sink the hook,...
Colony Surf Getaway: Elegant Condo, Designer Touches &Amazing Diamond Head Views
Welcome to Colony Surf Getaway by Gather, a spacious two-bedroom retreat perched high above Honolulu’s prestigious Gold Coast at Diamond Head. With sweeping views of the Pacific, Diamond Head, and the city skyline, this 1,500-square-foot residence is offered as a...
NEW! KBM Resorts | FREE CAR | Wailea Beach Villa | Spacious 3-Bedroom Condo with Sweeping Ocean view! WBV-PH505
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Oceanfront, Sunsets, Whales, and Sea Turtles at Honuloha, Floor & Remodeled
Welcome to "Honuloha" unit 403 in Hale Ono Loa. A spectacular ocean front, top floor, 1 bedroom, 1 bathroom (plus sleeper sofa) condo. Honuloha is completely remodeled, offering an elevated space with modern amenities, and equipped chef's kitchen. Ocean views from your...
Amaui Villa #5 - Breathtaking Ocean View Residence
Nestled in an exclusive enclave of Mauna Kea Resort, Amaui Villa 5 embodies Hawaiian luxury with breathtaking ocean views and thoughtfully crafted spaces. The gourmet kitchen, featuring premium appliances and natural stone countertops, flows seamlessly into the dining...
Luxury Getaway in Princeville! Swimming Pool, Full Kitchen!
Experience the beauty of Princeville at this resort located near the stunning Hanalei Bay. Enjoy easy access to nearby beaches and outdoor activities, making it an ideal destination for your Hawaiian getaway.This listing is for a room within a hotel.✦ Your room is 1661...
Beautiful 3-bedroom house in soothing Naalehu for your getaway
Located in Naalehu, this adorable house offers a perfect retreat for guests seeking comfort and space. With three bedrooms featuring a king, queen, and twin bed, everyone can find their own cozy spot to relax. The three bathrooms each include a refreshing shower, making...
Beautiful 3-bedroom house on fenced acre in Keeaau perfect for your getaway
Your vacation awaits at this three queen bedroom and two bathroom Hale on an acre of fenced land with plenty of space to relax and unwind. The tranquil setting invites you to enjoy peaceful mornings and restful nights. Whether you’re gathering with family or friends,...
Awesome ocean front property in Maui, Hawaii!!
The penthouse condo is on the 12th floor of the Valley Isle Resort and has awesome views of the ocean and the island of Molokai.You can sit on the lanai and enjoy the view with your meal or your drink.Watch the Whales in season and turtles in the water below. Take the...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Mountain View 2-bedroom 2 Bath Honua Kai | 2 Units, 4 Bedrooms | ML-1382
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Modern, Comfortable With Great Amenities! Washer/Dryer, Parking, WIFI included!
Stylish and comfortable with extra high 10' ceilings!Fully equipped and furnished condo with complete kitchen with dishwasher, built-in microwave, central A/C, and washer/dryer. The condo has a spacious tiled lanai to lounge and enjoy the bustling city & peek a boo...
Waikiki: Eat • Play • Love -Clean Comfortable Cute
Welcome to 134 Kapahulu Avenue. This delightful studio apartment located in the Waikiki Grand Hotel is perfect for your Hawaiian holiday. It is just a short stroll past shops and restaurants to the turquoise waters of Waikiki beach. Spend your vacation eating local...
New Listing – Quam Properties: Lahaina Shores 307 – Elegant Beachfront Escape
Lahaina Shores 307 – Great ocean views!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 307 is a 3rd-floor oceanfront studio offering privacy and comfort for 2 guests. Step onto the private lanai...
Lagoon Tower HGVC HV Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beach space, Lagoon Tower, Hawaiian village, Grand Waikikian, and The Grand Islander, by Hilton Grand Vacations provides visitors with spectacular amenities and an unrivaled...
Luxury Waikiki Oceanfront Beach Views From Every Room !- Foster Tower 1602 -1BR
Luxury Waikiki Oceanfront 1BR — Full Ocean & Beach Views From Every Room! 1 Bedroom • 1 Bath • Sleeps 2 • 850 sq ft + 150 sq ft Lanai • Pet Friendly 30-Day Minimum StayWelcome to your rare, luxury oceanfront escape in the heart of Waikiki, located just 39 steps from...
Waikiki Banyan High Level Condo with Private Lanai by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 2310 Deluxe Waikiki Condo Pool View FREE Parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. This 23st...
Beach Retreat | Walk to Maui’s Best Shores
Summary:Prime Location 5-min stroll to Charley Young Beach Resort-Style Living Pool hot tub BBQ tennis courts Ultimate Comfort King bed memory foam sofa bed Private Lanai Sip cocktails with lush garden views Chefs Kitchen Fully equipped for home-cooked meals Stay Cool...
Kapalua Golf Villas | Large Bedrooms | KBM Resorts | 3 Units, 4 Bedrooms | ML-2282
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Hilton Vacation Club at Ka’anapali Beach - 1 Bedroom/PartialKitchenWeeklyBooking
A 1 acre-wide lagoon-style pool and tropical garden atriums are available at this Lahaina resort. Suites include kitchen facilities and Kaanapali Golf Course Tournament North is 3 mi away.Spacious suites provide a private balcony with ocean or surrounding area views....
Home Away from Home, Beach Villa!
Summary:This newly renovated condo is located in the quiet and well-maintained Coconut Plantation neighborhood in Ko Olina. The home features two comfortable bedrooms, along with an air mattress, and can accommodate up to five guests. Whether you prefer relaxing by the...
Kaanapali Maui Eldorado H206 Partial Ocean 1 BD
This stylish one-bedroom condo blends comfort and location with partial ocean views near Kaanapali golf course. Just a short walk from the beach, it’s an ideal home base for your Maui adventure with a full kitchen and open living space. Unit H206 Partial Ocean View 1...
Lani Paradise Oceanfront Villa Paia
Discover paradise in our 4-bedroom, two-story Villa overlooking Maui’s North Shore. Featuring a pool surrounded by breathtaking oceanfront scenery.This exclusive property offers waterfront views of the sought-after surf break, Tavares Bay, with sandy beaches within a 3...
New! Peaceful Garden Condo | Walk to Kam II Beach, Dining and Shops | Sleeps 4
Owner just updated late 2025 with new paint, remodeled bathroom, new ceiling fan, new sleeper mattress, new linens and art and added AC in bedroomPeaceful Garden Condo | 1BR/1BA | Walk to Kam II Beach + Dining | Sleeps 4Tucked into the lush tropical trees at the back of...
Upgraded Stunning Ocean View Studio w/Kitchenette, WiFi, A/C- Waikīkī Grand #716
Castle at Waikīkī Grand #716 - Charming and inviting are only two of the many words to describe this ocean view studio with a kitchenette! Wake up to the glow over the rim of Diamond Head Crater from your plush bed with two pillows. This studio provides ample space for...
Honua Kai Hokulani 214
Welcome to Honua Kai Resort Hokulani 214. This perfectly placed condo offers the perfect getaway for your Maui memories. Enjoy luxury touches throughout with its chef inspired kitchen, central AC, luxury organic essentials, WIFI, private lanai, and much more. This unit...
Maui Sunset A412 Beach Front Condo
Maui Sunset A412 ***DISCLOSURE 11/6/25: The Maui Sunset homeowners association has informed us that an Underground Waste Pipelining project will begin for building A in April 2026, and that we cannot host guests in our unit between June 9 and July 20, 2026. More...
Upgraded Waikīkī Studio w/ Kitchenette, AC and WiFi - Bamboo Waikīkī Hotel #703
Castle Bamboo Waikīkī Hotel #703 - Set high on the seventh floor of the amenity-rich Bamboo Waikīkī hotel awaits your own sanctuary offering modern convenience and elegant style that will make your Hawaiian escape a memorable one. Floor-to-ceiling glass sliders provide...
Aloha from Waikiki! 3 Partial Ocean View Units, Steps to Waikiki Beach Walk
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Large Bedroom, Free Rental Car, Kapalua Golf Villas | 2 Units, 2 Bedrooms | ML-1207
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Top-floor corner unit across from the ocean at Kahana Villas (West Maui)
Step onto the glass-railed lanai and you're looking straight at the ocean with Molokai on the horizon—a top-floor corner perch at Kahana Villas. Inside, vaulted ceilings and floor-to-ceiling windows keep the view with you, from the sectional to the granite-and-stainless...
Aqua Aloha Surf Waikiki 1213 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki 1213 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
🏝️SUMMER-Booking Now Beautiful Oceanview, Great Location Across the Beach🏝️
This beautifully renovated condo boasts a stunning ocean view and is situated across one of the best beaches in Kihei, Kamaole 3 Beach Park. Enjoy the daily sunset from the lanai, whale-watching from December to April while sipping coffee, cocktails, and savoring...