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.
Relaxing 4th floor 3br/3ba villa with Pool View - Ocean Tower Beach Villa
*New furnitures as of April 2025, new sofa sleeper, coffee table, TV's, dressers, mattresses etcAmazing 1,699 sq. ft. 3 bedroom, 3 bath villa located in the beautiful Ko Olina resort on the quiet west side of Oahu.The lap pool is perfect for an early morning workout or...
Renovated Ocean View Suite, Near Beach + Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
End unit 20 steps to ocean, Eastside, walking/biking trail, family friendly
Queen bed in private bedroom, two twin beds in semi-private area. Washer and Dryer available. Walk in shower, Full kitchen setup includes, dishwasher, regular coffee pot, blender, ample pantry, electric stove, Microwave, Refrigerator/freezer/ice maker, toaster, wine...
KU 321 OceanFront w Spectacular Ocean Views AC
Kuleana condo resort is right on the beach on Maui's pristine West Coast. With gorgeous panoramic views of the Pacific Ocean and the lovely offshore islands of Molokai and Lanai. Kuleana 321 is located on the third-floor and opens onto the lanai where you can enjoy the...
Corner Unit! Best View, C106 is waiting for you!
A LITTLE ABOUT THIS CONDO...Lokelani C106 offers the sound of the waves is very soothing and this location is ideal. The water is right outside your double lanai doors. The nearly private beach is just steps away for snorkeling and swimming with the turtles and fish....
Maui Resort Rentals: Ka'anapali Ali'i 432 - Deluxe Oceanview Interior Courtyard
The Ka'anapali Ali'i is West Maui's premier destination for your family vacation. The resort offers a top shelf experience across the board, from its perfect location amidst famed Ka'anapali Beach and Whalers Village to the impeccably maintained grounds into the most...
OCEANFRONT Luxury Condo *180° SWEEPING Ocean Views
At 806 sq. ft. this newly remodeled two bedroom two bathroom unit provides everything you need for your time here on Maui. With hand carved mahogany furnishings, high end furniture throughout and beautiful ocean views, we guarantee you will fall in love with this space....
Nohonani - a 1br/2ba home with mountain views in Wainiha
TVNCU-1037 - TA# 063-173-0176-01 - "House that is Sitting Pretty"Remarkably panoramic views fill the generous windows and screened-in lanai of this serene one-of-a-kind home. Nohonani is a favorite of Honeymooners. Experience sweeping vistas of beautiful Wainiha Valley,...
One of The Best Ocean Views at the Ali'i Cove complex!
Located on Ali'i Drive, directly across from popular local surf spot Honl Beach, Ali'i Cove's gated community, is a beautiful and convenient place to enjoy Big Island living. Offering many amenities and wonderfully landscaped with tropical island plants and flowers,...
Pool, BBQ, Kid Friendly at Beautiful Papakea J102 - Quam Properties
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Papakea J102 is a charming two-bedroom, two-bathroom condo located in the ocean-view "J" building, surrounded by lush tropical gardens and tranquil koi ponds. This tastefully decorated unit...
Poipu Oceanfront Penthouse AC, high WIFI, Well Stocked Kitchen, Beach Chairs
The stunning oceanfront Toyabrown Penthouse is located on Lawai Road, forty feet from the water and features a spacious oceanfront lanai (deck) overlooking four renowned Poipu surf spots, and is the perfect honeymoon accommodation. Note: A Top Floor Oceanfront Location,...
HUGE Luxury Suite in Waikiki! Full Kitchen & Pool! Great for Families!
Luana Waikiki #M400 – 2045 Kalakaua Ave.Your family will feel right at home in this spacious 2,122 sqft 2-Bed/2.5-Bath residence that has the feel of a house! With a coveted spot at the edge of beautiful Fort DeRussy Beach Park, luscious green views fill the windows,...
Best of all Worlds: Beach Block; Ocean, Park, & City at hand; Kitchen; WIFI
Legally permitted rental - 134 Kapahulu Ave #919Beautifully decorated extra-large studio with fully-equipped complete kitchen. Queen-size bed, and a sitting area with a futon sofa. On the top floor, with Diamond Head and Palolo Valley views through floor-to-ceiling...
Studio with stunning ocean views at Royal Kahana
Welcome to Royal Kahana 505. This well appointed studio condo features central air conditioning, California King bed, & dining areas both inside & on the lanai. Lay in bed and admire the ocean, whales, sailboats, & the island of Molokai. You'll truly feel the essence of...
Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!
**Escape to Your Peaceful Maui Retreat**Welcome to your island hideaway! Nestled in a quiet, tropical corner of South Kihei, our ground-floor condo offers the perfect blend of comfort, convenience, and tranquility. With lush garden views and easy access—no stairs...
BEACHFRONT RESORT restaurants on site, Ocean & Pool Views!
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Beautiful third floor unit with amazing views of the ocean and pools. Comfortable King bed.The Outrigger Kauai Beach Resort and Spa is a beautiful Hawaiian plantation-style...
Aston Kaanapali Shores #533: 1 Br Garden View at Ocean Front Resort
For the best use of indoor and outdoor living, this 5th-floor North Kaanapali vacation condominium opens to a large lanai with tropical garden views-perfect to enjoy your morning coffee or afternoon cocktail. This one-bedroom, one-bath features a comfortable living room...
OCEANVIEW Studio Condo on world famous Kaanapali Beach! - Whalers 518
Immerse yourself in the luxury and beauty of Kaanapali Beach at this exquisitely remodeled studio condo at the iconic Whaler Resort, perfectly situated adjacent to Whalers Village. Located in Tower I on the 5th floor, this professionally designed retreat offers a...
Quiet, comfortable and across from gorgeous Charley Young beach
Clean, quiet unit on second floor with pretty garden view and shade on the lanai throughout the day so never too hot to sit outside. Perfect for morning coffee, lunch and evening libations! Quiet master bedroom with king size bed, no traffic noise, just birdsong. Large...
Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.
This friendly, easily accessible and cozy non-smoking end unit is located on the ground floor with gorgeous views of the golf course and breathtaking sunsets. This spacious 2 BR, 2 BA condo was recently remodeled with new furniture and appliances! It accommodates...
First floor condo nestled between Prince Kuhio Park and tropical gardens.
Large, one-bedroom, first floor condo nestled between Prince Kuhio Park and tropical gardens. The living room has great views of the gardens and pool. You can see the ocean from your lanai and, at night, let the sound of the surf lull you to sleep. The kitchen is fully...
Ocean View ~ Pool, Jacuzzi ~ Fitness Center
Spectacular Ocean Views with the Comforts of Home ~ Pack Your Bags..! This is the Ideal Vacation Rental for a Party of Two. Special Occasions will be Most Enjoyed right here... $15.71 Per Day Parking Charged by the Resort upon check-in. Located on the Ocean Bluff. This...
Nihilani Family Condo 24C, New Modern Decor, Spacious and Beautiful!
Three bedrooms with 1 King bed, 1 Queen bed and 2 twin beds, and queen sleeper sofa, 3 full bathrooms, 2 lanai spaces, washer and dryer in unit, 2 car garage, spacious living, garden views, fun resort amenities.This spacious 3 bedroom, 3 bath townhome is a perfect place...
New Listing! Partial ocean views from Kihei condo
Island Surf 303 is a charming 1-bedroom, 1-bathroom condo located on the third floor offering a private balcony to relax and unwind. It comfortably accommodates up to 4 guests. The master bedroom features a queen-sized bed and plenty of closet space, allowing you to...
🏖️Walking Distance to Town | AC | WIFI | vrKCV
vrKCV - Kona Pacific C319, Professionally Managed by Kona Coast VacationsWelcome to Kona Pacific C319 – Your Tranquil Oasis in Downtown Kailua Kona!Nestled on the southern edge of downtown Kailua Kona, Kona Pacific offers you the perfect balance of convenience and...
Newly Renovated Maui paradise condo steps away from the beaches of South Kihei
Condo, 1 Bedroom, 1 Bath, (Sleeps 4)Enjoy this newly renovated (November 2023) quiet unit in Maui Vista, across the street from the fabulous beaches of South Kihei. Unit features high-grade appliances in the well appointed cooks kitchen and stunning hardwood custom...
3br w/so many extras! AC, fitness center, hot tub,, garage, more!
Plantation at Princeville 1322: This elegant air-conditioned Kauai vacation rental at The Plantation at Princeville is close to everything! You'll be just a few minutes drive from great beaches like Anini, Hideaways, and Hanalei. It's one mile to the Princeville...
Hanalei Bay, Mountain & Waterfall Views
Villas of Kamalii is a quality-constructed, premier gated community in Princeville. Villa #47 has incredible waterfall and mountain views that will simply amaze you. The Mokihana floor plan is an 1825sf split-level layout featuring a vaulted entry with an art nook, two...
Beautiful Kihei Kai Nani 162, 1BR Condo by Kamaole Beach 2, Cal King, Wi-Fi, W/D
Beautiful and clean 1-bedroom vacation condo in South Kihei Maui. Kihei Kai Nani complex is directly across the street from Kamaole Beach 2. Walk to restaurants, shopping and fun beach activities. Sleeps 2-4; Cal King bed and Queen sofa bed plus comfy recliner chair....
New! Poipu Paradise - Golf, AC, Pool
Imagine a perfect vacation rental in Poipu, Kauai, where you can relax in comfort and enjoy the best of island living. This 2-bedroom plus loft condo offers everything you need for a memorable stay.Poipu Paradise features two spacious bedrooms, each with comfortable...
Bali Hai- & ocean-view condo with lanai, AC, laundry, 2 pools & 8 tennis courts
Hanalei Bay Resort 6222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in gorgeous views of Hanalei Bay and Bali Hai, and relax in this air-conditioned, second-floor condo at...
Direct Oceanfront. Tranquility and Seclusion ~ Best Oceanfront Value!
30 DAY MINIMUM RENTALPrivate oceanfront house located on Oahu's West (Waianae) Coast near Makaha Surfing Beach. Enjoy the deep-blue ocean and great sunsets from the lanai and large grass lawn. Nap to the sound of the waves. The property fronts coral reefs and is five...
Includes Beach Gear! Vista Waikoloa D302
This vacation rental is professionally managed by ResorticaHawaii Vista Waikoloa D302Please scroll down for detailed informationBedroom Configuration:Master Bedroom: King Bed with ensuite bathroomGuest Bedroom: Queen Bed with ensuite bathroomLiving Room: Twin Fold Out...
SWEET Luxury Cottage with Private Pool and Studio - Jungle Villa in Keaau
Jungle Villa has all the romance you could imagine, perfect for your tropical island getaway. The very private yard is surrounded by areca palm trees. The Royal Poinciana flowering tree in the middle of the yard erupts in lava red blooms parts of the year. Flowering...
Escape to our Tropical Island Villa in Waikoloa Beach Resort Hawaii F3
Waikoloa Beach Villas F3 is located on the ground floor of the F Building. Offering views of the tropical resort landscape and open concept living and kitchen area. This vacation home is a perfect place for a relaxing vacation!Indulge in pure luxury...
Home Away From Home! B104
A LITTLE BIT ABOUT THIS CONDO....Lokelani B104 is a newly remodeled one bedroom premium unit. It has cherry laminate living room floors, maple kitchen cabinets with granite counter tops and a new walk in shower bathroom. The bedroom is carpeted and contains cable TV....
Large private home with pool & ocean views - Inquire about dates!
Contact HVROAHU com for more detailsSpectacular 4 bed 2 bath home with private pool and breathtaking ocean and mountain views. Situated on the ridge in the highly desired area of Hawaii Kai. The main level includes a large open kitchen and dining area with plenty of...
Poipu Ocean Vista, Inviting home, Panoramic Views
Located in desirable Poipu, this inviting, bright and sunny 2-level island home greets you with panoramic views of the brilliant blue ocean. Hardwood floors and high vaulted ceilings give Poipu Ocean Vista an open and airy feeling. Once you step into this attractive...
Oceanview Condo w/AC, Lanai & Shared Oceanfront Pool - Casa De Emdeko 336
Your dream tropical vacation begins at Casa De Emdeko 336, a totally remodeled, fully-furnished oceanfront condominium. Within walking distance of Kailua-Kona Village, this ideal unit features central air conditioning, two bedrooms, two bathrooms, and complimentary...
Aloha Condos, Kona Coast Resort, Condo 1-304, Ocean View
Aloha - Our "home away from home" has all the comforts of home with ocean views that are endless. This specatular top floor end unit is a spacious 1 bedroom/1 bath 1453 sq ft Island-style villa. Kona Coast Resort unit 1-304 is located at the highest point of the resort...
Waikoloa Villas F-100: Lush Villa w/Shared Pools & Spa - Easy Golf Course Access
Welcome to Waikoloa Villas F-100 by Gather, a beautifully remodeled two-bedroom, two-bathroom ground-floor condo located on the ninth fairway of the Robert Trent Jones Jr.-designed Waikoloa Village Golf Course. Perfectly positioned at a cool 900-foot elevation in the...
Lemon Tree - Spacious house, private with a salt water pool & mountain views!
Welcome home to Lemon Tree Hale! Brand new renovation, Instagrammable moments throughout the huge, comfortable house finished in a boho modern design. Perfect for remote work and groups of friends and families, the house features an upstairs office/den as well as...
Enchanting home with pool, hot tub, lanai, balcony, golf nearby, & washer/dryer
Makena-An Island ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha, and welcome to this relaxing and homey Hawaiian retreat on the island of Kauai. This vacation rental...
Hale Nalu ~ The Surfer House
This well-appointed unit has a half bath downstairs and two bathrooms upstairs. The master bedroom has a queen bed with a full bathroom with stand-up shower and window air conditioner. The second bedroom upstairs has two twins, and window air conditioner and a full...
Ocean Front Rare Beach View from Villa unit 21b3
Spectacular one bedroom OCEANFRONT Kapalua Bay Villa, unit 21B3. VIEW the ocean and LISTEN to the surf whether you are sitting on the sofa, eating breakfast or resting in bed. The sights and sounds are the same throughout the villa. It's as if you are on the helm of a...
Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
Come bask in the gentle trades of the windward side at the Kailua Palms Estate Guest House, a fabulous two bedroom, two bath vacation guest house located in sleepy Kailua Town near Kailua Beach. The two bedrooms are spacious and comfortable. You will like the relaxed...
Lahaina's Best Beach Front Vacation Property
This Premium studio apartment on the 4th floor was totally remodeled and upgraded. It features a full bathroom with walk in shower, full kitchen, queen size bed and a balcony offering beautiful mountain views. Other property amenities are AC, pool, jacuzzi, 24 hour...
Konea 314 at Honua Kai Resort ~ Luxuriously Upgraded, Modern Furniture & Floors
Welcome to Konea 314 a luxuriously renovated 690-square-foot third-floor condo with a 135 sq ft private lanai, located in the Konea Tower of the Honua Kai Resort. This recently updated one-bedroom condo boasts beautiful porcelain tile floors and modern furnishings that...
Luxurious Guest home w/Swimming Pool Just Steps away from the Ocean/Beach.
Welcome to this exquisite Japanese-inspired retreat, a sanctuary of elegance and tranquility. This luxurious guest house seamlessly merges architectural sophistication with serene, peaceful vibes. Attached to the main residence yet offering complete privacy through its...
Lucky you! Great value, fantastic location! Immaculate Studio steps to the beach
Stay in the best location, just steps to the beach, across the street from the Hyatt, but at a fraction of the cost! In addition, you have your own full kitchen to prepare meals in, and a quiet lanai to dine on, thus adding to your cost savings. This modern cozy studio...