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.
Kamaole Sands 4-210 | Stunning Tropical Views!
Welcome to Kamaole Sands 4-210, a serene vacation condo in the heart of Kihei, Maui. Nestled within the lush 11-acre Kamaole Sands Resort, this one-bedroom, two-bathroom retreat offers the perfect mix of relaxation and adventure. Just steps from Kamaole Beach Park III,...
Kamaole Sands Unit 4-406: 2 Br Loft Condo Featuring upgraded AC System
Cool off in this two-bedroom loft that features a split AC system in all rooms!! This is one of the few loft condos at Kamaole Sands with an AC system in the loft, main floor bedroom, and living room! Enjoy partial ocean views from the living room and lanai. The living...
Beachfront 1 bedroom 2 bathroom condo, ocean view from private lanain
Welcome to Nani Kai Hale 208. Enjoy a partial ocean view from your private lanai & living room. Feel right at home with everything from split AC in both the living room and bedroom, sofa sleeper, fully equipped kitchen, beach gear, & essentials. This condo can...
PK D108 Ground Floor Condo at BeachFront Resort w Pools
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
KR406-Ocean View Condo on Splendid Sugar Beach - Stroll the White Sand Beach
Experience the ultimate tropical getaway at this exquisite ocean-view condo. Upon entering, you'll be captivated by the newly remodeled kitchen, complete with modern cabinets, appliances, and elegant granite countertops. Prepare your meals while savoring the...
Hale Nani ~ Beautiful Hawaiian Home - Kuilima Estates East
Hale Nani – Spacious Family Retreat on the grounds of The Ritz-Carlton at Turtle BayLooking for the perfect family getaway on Oahu’s North Shore? Look no further than Hale Nani, a spacious and family-friendly condo located on the grounds of the stunning The...
Brand New Oceanfront Condo - Kahana Reef 310
Stunning central Maui location! Close to many world-class beaches and snorkel spots including Kaanapali Beach and Napili, Kapalua, and Honolua Bays Just minutes to a number of great restaurants. The quiet condominium is one of only 88 units in 3 buildings, only 4...
ALOHA-WAIKIKI FUN & CHARMING near BEACH 52
NEWLY REMODELED/LISTED! NEW LISTING! Tranquility in Waikiki...newly remodeled unit has all you need in Waikiki and just 2 short blocks from the beach! Within our CLEAN PRIVATE unit, GUESTS will enjoy:• QUEEN bed to comfortably sleep two, with all bedding and linens•...
Maui Kaanapali Villas B225: Maui Beachfront Condo w/ AC, Community Pool, Hot Tub
Along the sunny western coast of Maui, the oceanfront Maui Ka’anapali Villas Resort boasts three miles of sandy beach, cerulean blue waters, and stunning views of the neighboring islands of Moloka’i and Lana’i. This charming one bedroom, one bath studio located on...
Hale Kamaole 133 Ground floor condo, easy access to best beach on Maui!
This is one bedroom ground floor unit decorated in Hawaiian style prints and artwork, with a Garden View and easy access to pool and BBQ. King bed in bedroom and queen hide-a-bed in living room, to sleep four guests comfortably. Kitchen cabinets are white with wood, and...
Remodeled city view condo 500sf interior + 120sf lanai w/ great city lights
*******IMPORTANT NOTICE**********Upcoming Exterior Painting & Spalling Repair Project at IlikaiA licensed contractor will begin a major spalling repair and full exterior painting project starting the week of July 28th. This is a large-scale effort that will take...
Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Mountain View, Free parking & Wifi
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy paradise with an...
Free Parking, Wi-Fi, AC, Comfy Beds, and Great Mountain View - Waikiki Banyan
Short-term rental is available for an entire apartment in Waikiki Banyan which was newly opened in early 2021 after a total renovation. The maximum occupancy is 4 adultsOur condo on the 18th floor comes with a water view of the peaceful Ala Wai canal, green golf...
Heavenly Hale Moi near Hideaway beach side A
Enjoy a prime location for an affordable price on the North Shore of Kaua'i above Hideaway beach and by Hotel One, you can walk to Hanalei Bay and enjoy stunning sunsets. Please note that folks pay $3k for rooms at Hotel One and you can stay next door for a tiny...
Hale Kona Kai 412 absolute oceanfront condo with wrap around lanai
Welcome to Hale Kona Kai 412, a stunning oceanfront condo that promises an unforgettable getaway in the heart of Kailua Kona. This completely remodeled modern unit is perched on the top floor, offering breathtaking views of the Pacific Ocean from its expansive...
Oceanfront bliss at White Sands Village unit #113, steps from Magic Sands beach
Enjoy this oceanfront unit #113 at the iconic White Sands Village across from Magic Sands beach. This two-bedroom, two-bathroom corner unit with air conditioning and a large wrap-around lanai is a great place for your Hawaii vacation. Fully stocked kitchen, WIFI, and...
Block to Beach! Koko Resorts at the Waikiki Banyan 21st Floor Deluxe Pool View, Free Parking & Wifi
Waikiki Banyan Tower 1 Suite 2101Deluxe 21st Floor Corner Condo with Diamond Head Views, FREE Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
Newly remodeled studio, jacuzzi and pool
Hawaii Tax ID: TA-133-894-9632-01TMK: 390011070030Luxurious Newly Remodeled Getaway in Kihei, Maui Escape to paradise in this newly remodeled condo nestled in the heart of Kihei, Maui. Experience the ultimate blend of modern comfort and tropical bliss right across the...
Kihei Akahi Condo w/ A/C, Shared Grill-Waves Await
Kihei Akahi D507Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Sugar Beach Resort 425: Direct Ocean Front Views from this 4th Fl Condo
Ocean Front Condo with one bedroom and one bath. This fourth-floor unit has a fully equipped kitchen which is open to the living area and the lanai, creating a large open living space. There is a flat-screen TV in the living room. The bedroom has a King bed. There is a...
Stunning 2B/2B Condo W/Ocean Views-Kamaole Sands
Kamaole Sands unit #3201 on the second-floor: This 1089 square foot second-floor gem, is nestled among palm trees where you can enjoy your breakfast of freshly brewed Hawaiian coffee, and a tropical breeze on plush bright blue furniture. Classy Hawaiian-themed modern...
Lovely Ocean-View Condo with Lanai, Shared Pool & Hot Tub - Walk to Beaches
Maui Kai 508Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up to the soothing sound of ocean waves at this one-bedroom Maui Kai condo, where you'll enjoy a community pool and...
Napili Shores - B107 Ocean View 1 Bedroom Lower Unit - Just steps from the
B107 is a lower level 1 bedroom ocean view unit just steps away from the breathtaking views of Napili Shores. Newly remodeled kitchen, bathroom, flooring, paint & air conditioning. Our guests make themselves at home with a fully equipped kitchen, so you can enjoy your...
Paradise palm Studio
Our Ohana Private Studio is the perfect retreat for couples seeking a romantic getaway or individuals who simply want to relax and unwind. With its own private entrance, you'll have the privacy and comfort you desire. The studio is connected to our main home but rest...
Waikiki Banyan T2 on 29th floor - breath taking views!! FREE parking included
Great location in the heart of Waikiki, just a 5 minute walk to renowned Waikiki and Kuhio beach, and within walking distance to Waikiki's best restaurants, bars, coffee shops, ice cream & shave ice, high end retail shopping, and more! This very comfortable 1 bedroom, 1...
Cosy Studio in a downtown Kona. Convenient Location. Walkable to shops & Beach
Aloha, our spacious studio with full bathroom is the perfect place to call home as you enjoy the Big Island of Hawaii. Located in downtown Kona area, but in a quiet subdivision, you will find yourself perfectly situated within all the conveniences while being in a...
Kahana Reef 419 - Direct Oceanfront 1B/1B - Amazing Views
Experience the tranquil charm of our direct oceanfront Kahana Reef unit, ideally located on the top floor. Enjoy breathtaking views of the island of Molokai and Lanai and enjoy Maui's stunning sunsets from your private lanai. During whale season, revel in prime whale...
2 Double Beds & Full Kitchen Overlooking the Pool
Legally permitted rental - 2425 Kuhio Ave. #601 ** Overlooking Pool **** For your health and safety, we utilize additional Sterilization procedures between reservations.✓There are three lanais (balconies), 1 off of the kitchen, and 2 overlooking the pool and tropical...
Halii Kai Waikoloa Resort 3BR Ocean View Villa #11E
This elegantly-designed, air-conditioned villa offers a lanai with ocean views, gourmet kitchen and sleeping bliss in three bedrooms with flat screens. The master bath appeals with double sink vanity and walk-in shower. Also enjoy high-speed Internet, ceiling fans and...
39th Floor Unit with Spectacular Views!
The Discovery Bay Condominium is situated in the westmost part of Waikiki, conveniently located within walking distance of Ala Moana Shopping Center and the beach. Restaurants and shops are available on the ground level of the building as well as right across the...
Upbeat Hawaiian Monarch Studio | Pool + Gym
Gorgeously remodeled studio with ocean and pool views and a fantastic location at the Hawaiian Monarch building. This unit features ac, smart tv, Wi-Fi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian...
Upscale condo with washer/dryer & grill - near surfing, biking & golf
Maui Kamaole K105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Ground Floor 1bd/2ba Kihei 8-101: Tropical Views, Beach Access & Modern Comforts
Renovated Kamaole Sands 8-101! This 1 Bed/2 Bath condo has been beautifully updated and located in one of the best properties in Kihei directly across the street from one of the best beaches in Kihei. Ground floor with tropical views make this the perfect unit for your...
Oceanfront, Ground-Floor Condo w/ Spectacular Ocean View, WiFi & Shared Pool
Mahina Surf 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A truly spectacular oceanfront setting awaits at this ground-floor condo in Mahina Surf, where swaying palms and the...
Oceanfront condo with amazing balcony views, pool, near beach
Hololani B801Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Cool trade winds and breathtaking sunsets await from this oceanfront Kahana condo, which includes access to a shared pool...
Oceanview Penthouse Condo - Spacious & Serene Sanctuary - Sugar Beach PH#12
Welcome to Sugar Beach Resort #PH12– Escape to Paradise!Experience the serene beauty of North Kihei at Sugar Beach Resort, a picturesque beachfront condominium resort offering breathtaking Pacific Ocean views. Two six-story buildings, equipped with elevators, provide...
Clean one bedroom with Free Parking, WiFi, one block to Waikiki Beach!
Clean one bedroom with AC, Full Kitchen, Free WiFi, one block to Waikiki Beach!This 3- Diamond Hotel Condo unit offers affordable price with Diamond Head and Ocean ViewIYou will enjoy:- Free Parking pass (Only applicable to stays in 2025)- Free WiFi- Fully equipped...
Private studio next to the beach
About this spaceCosy private studio with swimming pool facility. Located next to the beach and restaurants.The space1) Convenient location: located at the heart of Kona, quick access to the beach and restaurants, convenience stores are just right next to the studio2)...
RELAX at The Salty Mermaid in Hawaiian paradise.
Vacationing in paradise or working from anywhere? Come stay at the Salty Mermaid for your ultimate relaxing experience! 1. OCEAN view AND golf course view right over the 8th green - VERY rare! Watch the golfers go by during the day, and take in the breathtaking Hawaiian...
Maui Banyan H-214 | Tropical Oasis, Near Beach
Located directly across the road from world-famous Kamaole Beach II, Maui Banyan H-214 is the ideal place for a couple or a small family getaway. The Maui Banyan resort has two beautiful pools with hot tubs, outdoor showers, and large pool decks. There’s also a tennis...
Remodeled & private studio with WiFi, balcony, & shared pool/hot tub/gas grills
Kona Islander Inn 219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This tropical, island retreat is waiting to welcome you to Kona! With a central location close to shopping,...
Block to Beach! Koko Resorts at the Waikiki Banyan 31st Floor Deluxe Ocean View, Free parking & Wifi
Deluxe High-Level Condo with Beautiful Ocean View, Free parking & Wi-FiAloha and Welcome to Koko Resorts! We are so happy you have chosen to stay with us for your Hawaiian Vacation!The pool and all associated amenities will be closed starting April 7, 2025, for an...
Kihei Akahi C-507: Ocean & Haleakala Views from 1BR/1BA Condo in South Maui
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to our condo in popular south Maui at the Kihei Akahi Resort! This beautifully landscaped property, with ocean, island, and volcano views along with a perfect location is a...
Your Perfect Ocean View Retreat in a Desirable Location! -Kamaole Nalu #405:
Kamaole Nalu #405 – Newly Updated Oceanfront CondoExperience modern comfort and timeless island beauty at our Kamaole Nalu unit, which underwent a full renovation in the summer of 2015. This stunningly remodeled condo features:*Travertine tile floors*Granite...
37th Floor: Amazing Ocean View/Skyline, 2b/2b, Walk to Waikiki beaches.
Summary:Panoramic scenic views! Ocean waves by day, skyline by night. 10 minute walk to Waikiki beach, 15 minute walk to Ala Moana mall. Located in most popular resort area, perfect for shopping, eating and sightseeing! Restaurant, coffee shop, and convenience store...
Ocean Side Escape-Spectacular View;2-Bdr/1Bth+Van Easy Access to Maui sights
This is your beachside home away from home! Build your book of Maui memories while supporting Maui's economic recovery, owners and their teams! The beach is just a few steps across the street. The ocean view is unencumbered from the lanai displaying spectacular sunsets!...
Sugar Beach Resort Condo w/ Free WiFi, Shared Pool/Hot tub-Waves Await
Sugar Beach Resort 304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Remodeled Top Floor with an Ocean View
Welcome to Sealodge — one of Kaua‘i’s most scenic and peaceful escapes on the North Shore. Perched on the edge of a 130-foot bluff in Princeville, this oceanview condo offers stunning panoramic views right from your lanai and is just minutes from Hanalei Bay,...
Fully remodeled tropical studio with outdoor pool - walk to beach
Prince Kuhio 323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a Hawaiian escape at this fully remodeled Prince Kuhio condo. Named in honor of the revered statesman and...
Comfortable Spacious and Modern - PLUS Just 1min to Beach with Diamond Head View
Legally permitted rental - Waikiki Grand Hotel®134 Kapahulu Ave #516⚕For your health and safety⚕ we utilize additional Sterilization procedures between reservations.❤This is actually one of my favorite suites at the Waikiki Grand Hotel®, not only for the price...