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.
Brand New Superb Modern Remodel. w/Pool - Sleeps 3
Taste, Style and ultra modern touches & conveniences greet you as you open the door on this central Waikiki studio. 55" HD Smart TVFully equipped cabinets make cooking at home a breeze.Our suite overlooks the pool - where you may relax within the lush tropical grounds,...
Charming Oceanfront Top Floor Condo at Wailua Bay with Stunning Views and Local Fisherman Sightings!
Charming Wailua Bay View Oceanfront Top Floor with an Amazing View!Panoramic view from this snug restful welcoming condo. You can sit back in your home away from home here with a cozy couch to sink into as you gaze at the ocean. Step out to your lanai and savor the...
Ocean view condo with lanai, WiFi, W/D & oceanfront pool/hot tub/BBQ area
Sea Village #3202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in fragrant island breezes, the sounds of rustling palms, and a partial view of the Pacific Ocean from your...
Seaside Serenity at Kamaole Nalu 2BD/2BA: Your Maui Haven!
This ground floor 2 bedroom, 2 bath condo is bright and airy and will be your go-to home year after year.Now featuring a brand-new split AC system for ultimate comfort during your island getaway.The open kitchen is fully stocked with all kitchen appliances, cookware,...
Hidden Gem! Beautifully upgraded, Top floor! Palms at Wailea 2106
Fabulous condo! This luxury, private unit is located on the top floor and has all the amenities this popular complex affords.This spacious 2 bedroom 2 bath unit has approximately 1475 sq. ft. of lanai and living area! The spacious primary suite features a king bed and...
Poipu Beach Estates: Walk to Beach/Shops, Sleeps 8-16, AC, Pool, Fitness Club!
Aloha! Welcome to Hawai'i!This amazing Balinese style home with 4 master bedrooms each with its attached bathroom is the perfect way to explore beautiful Kauai. Nestled on a one acre lot surrounded by tropical gardens at Poipu Beach Estates, this home is in the heart of...
Maui Resort Rentals: Honua Kai Hokulani 223 - Luxurious Studio w/ Lush Courtyard and Partial Ocean Views
Uniquely located, adjacent and with direct access to one of the largest ocean and island view lanais in all of Honua Kai. This unusually spacious Grand Lanai is only directly available to the residences on this floor, and offers guests an unparalleled lanai experience...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Oceanfront | 1-Bedroom Condo with Amazing views! KBV-34G4
** 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...
Spacious condo with lanai & balcony, located near tennis courts, pools & beach
Waikoloa Colony Villas 2406Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this comfortable 2-bedroom, 2-bath townhouse in Waikoloa, HI....
Kona · Pool/Hot Tub/Beach access/AC/Baby friendly
Newly remodeled ground floor unit (no dragging your baggage upstairs!). 15 mins from airport with an ideal downtown Kona location. 5 mins walk to pier, restaurants, bar and shopping. The King Kamehameha beach is 8 mins walk where paddle boards, snorkeling and booze...
Waikoloa Colony Villas 1305 Large Luxury Villa with Fairway Views Near Pool!
Aloha and come stay in our Large Luxury 3 Bedroom Villa with Fairway Views and near pool!! Explore our Island of Hawaii, from Mauna Kea snow-capped mountain to Hawaii Volcanoes National Park where you can see how active Kilauea volcano is. About our villa, 3 bedroom 2...
Maui Resort Rentals: Honua Kai – Unmatched 5BR Oceanfront Gem, 7100+ Sq Ft of combined Indoor/Outdoor Space w/ Viking B.B.Q. and Breathtaking Ocean Views!
This incredible 5-bedroom pairing combines one of Honua Kai's legendary 3BR oceanfront King Kamehameha suites with a luxurious neighboring 2BR premier oceanview suite to create a 6th-floor oceanfront masterpiece, perfectly suited to larger groups or families. Each...
Menehune Shores "Eagle Nest" Oceanfront Penthouse
UNDER NEW OWNERSHIP AND EXTENSIVELY REMODELED.Menehune Shores 627 - oceanfront penthouse with breathtaking ocean views from both the living room and master bedroom. One of only two unique penthouses at the end of the building, it has 2 feet higher ceilings and 4 extra...
Delightful beachfront getaway with pool/hot tub, beach access, & fast WiFi
Kauhale Makai 333Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make the best memories with friends and family here in the heart of Kihei at this perfect oceanfront condo mere steps...
Kailua-Kona Estate – Luxury Mansion
Welcome to the largest home* on the Big Island! Highlights include the 100' infinity edge pool, new outdoor pickleball court, 16+ person movie room, and a ~2000 sqft great room.“The place is out of this world beautiful.” – Anca, 5-Star Review“The view immediately puts...
Luxe Private Cliffside Oasis at Kalapaki Beach!
Discover the very best of Kauai from the comfort & convenience of this private oceanfront retreat! Experience kayaking, surfing & relaxing on Kalapaki Beach just steps away, or simply step outside to enjoy incredible ocean views overlooking Nawiliwili Harbor from your...
Two Hawaiian cottages with Diamond Head views - walk to Waikiki
Garden Cottage A & B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian...
Second Floor Condo with Free WiFi, Furnished Lanai, Shared Pool, Hot Tub, Tennis
Kamaole Sands 8-205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a well-deserved break and relax at this second-floor getaway located across the road from Kamaole Beach Park...
Deluxe One BR w/ 4 Beds Waikiki Banyan includes Free Parking!
Waikiki Banyan Upper Floor Condo with Partial Ocean Views from the Lanai, Bedroom, and Living Room! Sleeps up to 4 with 2 Full Beds in the Bedroom plus 1 Full Sofa Bed in the Living Room (Note: 2nd Grey Queen Sofa not for sleeping). TVs in Both Rooms, FREE WiFi, and...
Gorgeous 12th floor central Waikiki Ocean View Studio Suite
2425 Kuhio Ave., #1201 ** Newly remodeled and updated :) **** For your health and safety, we utilize additional Sterilization procedures between reservations.This ocean facing 12th floor studio Suite offers two lanais (one overlooks pool & has an ocean view), in-room...
Ocean & Beach Front 1 Bed/1 Bath Condo with Central AC & Laundry
Welcome to Ocean & Beach Front Maui Paradise with Central Air! You will have a 777 sqft one bedroom and one bathroom condo in Royal Kahana that can comfortably sleep four. There is a beach, IN-UNIT laundry, community pool, gym, BBQs, ping pong table, nearby restaurants,...
Classic Hawaiian condo with WiFi, mountain views, pool, & hot tub
Pali Ke Kua #8Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pali Ke Kua 8 is a ground-level condo that opens out to the expansive green lawn with gorgeous mountain views. Pali Ke...
Kalani Kai#104 1st Floor, Remodeled Unit in Heart of Kona Town! Best location
Very Unique Kalani Kai condo that's located in the heart of Kailua-Kona. Walking Distance to Everywhere in Town! Vinyl Plank Flooring throughout! No carpet! You'll appreciate a remodeled, fully equipped kitchen with quartz countertops, good quality cabinets, Dishwasher,...
Direct Oceanfront Newly Remodeled!
Hosted by VacaMauiWe chose Maalaea Banyans because of it's fabulous views sitting right right on the ocean.The unit was finished being remodeled in August 2023. Stainless steel appliances, split air conditioning, quartz countertops, and beach gear are some of the...
Kamaole Sands 1 BR Partial Ocean View #2-302
Celebrate another dreamy day in this 818sf suite overlooking tropical gardens and offshore islands. Relax on the lanai with Surfing Goat cheeses and Maui wine. Comforts include a full kitchen, washer/dryer, WiFi, flat screens, DVD, air conditioning and ceiling fans....
Oceanfront RARE Kaanapali premier cornerVU Penthouse2bb Resort
On the top corner of the Lanai building. 3 million dollar Fantasy. Great air conditioning central. Great Artworks. Easy check in. Free parking passes. No one above you. Rare 3/4 circle view. Double Rainbows.
Garden view condo on beachfront resort with A/C
Hono Kai A16 is a 1-bedroom, 1-bathroom condo that offers 1 window A/C located in the bedroom, additionally, there is easy ground-floor access. Unit A16 can accommodate up to 4 guests. The master bedroom is equipped with a king-size bed and a ceiling fan. For additional...
Valley Isle 403 2B/2B Oceanview, AC - Spring Deals! Book April/May and SAVE BIG!
Overlooking a sandy beach protected by coral reefs, you will fall in love with the impressive oceanfront views and colorful sunsets that set the sky ablaze with a spectacle of colors. As if that's not enough, you will be conveniently located to the West Maui airport,...
Plantation Hale J16-AC: Ocean Facing Unit, King Bed, AC, Next to Marketplace
Plantation Hale Suites Unit J-16, Royal Coconut Coast, Wailua, Kauai Vacation Rental.*New luxury vinyl flooring and updated walk-in shower*One bedroom, 1 bath condo, 2nd floor end unit with a King bed and a queen sofa sleeper*Ocean facing unit with distant ocean views....
Oceanfront KUL716 - Beautiful Beachfront Corner Condo Great Ocean View!
**2025 Discounted Rates - Book Now! **Experience the ultimate Maui vacation in this beautiful oceanfront condo! Perched on the second floor, this one-bedroom, one-bathroom unit offers stunning views of the beach and the crystal-clear waters of the Pacific Ocean. As you...
Budget Friendly - Kihei Akahi C-608, Ocean Views, Short Walk to Kamaole Beach II
Step into Kihei Akahi C-608, your dream island retreat, where every detail is designed to create the perfect Maui vacation experience. This top-floor, 1-bedroom getaway offers serene ocean views, upscale comfort, and a welcoming space for both relaxation and adventure -...
Waikoloa retreat with pool & tennis courts
Summary:Near Golf Course and Ocean, Large Lanai, Top FloorThe Space:Welcome to your Waikoloa retreat – a relaxing island escape surrounded by golf views, palm trees, & resort comforts! Enjoy peaceful mornings on the lanai & unwind after beach days with top amenities:-...
Wailea Ike by AvantStay | Walk to the Beach | Balcony w/ Views
Pack your swimwear and prepare for an unforgettable getaway at this newly renovated condo, where every morning greets you with stunning balcony views of lush landscapes rolling down to the ocean. This condo is within walking distance of the beach, the Wailea shops,...
Condo with expansive ocean views from the kitchen, lanai & primary suite
Makanui at Poipu Resort 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-bedroom, two-bath with two-bed bonus loft is a Hawaiian-themed oasis surrounded by lush tropical...
Honu Hale | Minutes away from the beach!
Summary:This two-bedroom condo in Kailua-Kona is the perfect getaway for small groups looking to make the most of their Hawaiian vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This unit has an amazing location that ensures...
Ocean/Diamond head view condo at Waikiki Banyan. Free Parking! Centrally located
Welcome to your perfect island getaway at the Waikiki Banyan! This 1-bedroom, 1-bathroom condo comfortably sleeps up to 4 guests and features stunning ocean views and an iconic view of Diamond Head from your private lanai. Whether you're enjoying your morning coffee or...
Kihei Akahi Resort C603 Beautiful Ocean View
"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Two Way Split AC in Living Room and Bedroom - Top Floor with Great Ocean View.Kihei Akahi C603 located on the top floor of building C at the Kihei Akahi Resort. Enjoy spectacular views...
Oceanfront condo with balcony, great view, pool, hot tub - 50 ft to beach
Pono Kai Resort B208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Gorgeously situated only 50 feet from the sandy beach in Kapa'a, this recently remodeled oceanfront condo at Pono...
2BOF2 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Exquisite interior updates and stunning ocean view
Kaanapali Shores 849 is a 1-bedroom, 1-bathroom condo with central air conditioning that can accommodate up to 4 guests. Located on the 8th floor, you'll find an open-concept layout and Hawaiian-inspired furniture and decor. When it's time to rest, the bedroom features...
Updated Oceanfront Condo! Long clean beaches to walk & swim! Escape the Crowds!
Our Hawaiian Paradise Vacation awaits you here in our uniquely remodeled Hale. Be a part of our Ohana and escape to the Hawaiian countryside, leaving behind the hustle and bustle of Waikiki with its crowded beaches and enjoy a private serene beach with amazing views and...
Kihei Akahi D210: 1BR/1BA with Ocean Views, Updated Interior, and Prime Location
This property is hotel zoned, and not being affected by the recent proposed legislation.Kihei Akahi D210, Great location with views of the ocean! This 1 bedroom/1 bath is centrally located in Kihei and perfect for couples or small families. This condo has been nicely...
Beautiful Oceanfront Resort With Walk Out Lanai to the 4 Resort Pools and Beach
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is a serine ground floor unit with 2 queen beds and a gorgeous view of the pools and resort. Walk out your lanai and walk straight to the pools and within a couple of...
Mahana 1111 • Direct Ocean Views & Beachfront
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Mahana 1111 – Your Oceanfront Paradise on Kaanapali Beach Welcome to your stunning, direct oceanfront 2-bedroom, 2-bathroom luxury condominium located on the pristine...
Lofted Lahaina gem pool, ocean view, & high-speed WiFi
Mahina Surf 206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find peace and serenity by the water here in Lahaina and call this lofted getaway home for a little while! Whether you...
Wailua Bay View condo near surf & sand with pool, ocean views & W/D
Wailua Bay View 307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wailua Bay View Kauai vacation condos are exactly what you have been looking for. Located on the Coconut Coast,...
Kona Mansions#309 Top Floor,Beautiful, AC, Located in Heart of Town
Welcome to Kona Mansions, Unit#C-309! Beautiful Top Floor Unit in Heart of Kona Town, Walk to everything! Located in downtown Kailua, this front row, third-floor unit has spectacular ocean views in Kona Mansions condos. Walk to Ali'i Drive and experience great...
Beautiful Ko'olau Mountain Views! AC, one FREE Parking and Wi-Fi!
Waikiki Sunset #1211 – 229 Paoakalani Ave.Enjoy majestic Ko'olau Mountain views by day and sparkling city lights at night from this 12th floor, one-bedroom condo (546 sq.ft. plus 55 sq. ft. balcony/lanai with table and chairs) with central A/C, and it’s just 2 blocks to...
Stunning, Fully Remodeled, Luxury Condo
This renovated and tastefully decorated 650 sq. ft. condo provides 1 bedroom and 2 bathrooms. Spacious and airy with a modern Hawaiian feel, take the time to relax in this oasis after a nearby yoga class or long beach walk. Beautiful pathways guide you through tropical...
Shores at Waikoloa Beach Resort 315
Summary:This tropical top floor penthouse offers beautiful resort views and peek a boo ocean views that look towards the Hilton Waikoloa hotel. The Waikoloa Beach Resort features luscious greenery, koi ponds, a shared swimming pool, a fitness room, and BBQ stations to...