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.
Popular Ground Floor Unit at OCEANFRONT RESORT in Kihei! Great rates.n
This garden-view ground-level condo is the perfect spot to enjoy some aloha at this beachfront complex. There are no roads to cross, just walk out of this well-appointed ground-level unit and you're just steps to the ocean. During whale season, January through April,...
OCEANFRONT RESORT- Great Views - Kihei Sands Beachfront Condos- B6
This condo is priced for 4 persons - we'll add $42/pp/night for each additional guest over 4, up to 6 guests total. A child under the age of two at the time of arrival will count towards the total number of guests allowed, however the extra fee will not be charged for...
Konea 1026: Spacious 2 Bedroom Condo with Ocean & Mountain Views at Honua Kai
SUMMER FLASH SALE - BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL JUNE 29TH 2025Welcome to Konea 1026, a luxurious two-bedroom, two-bathroom top-floor condo at Honua Kai Resort & Spa. This spacious 1,285 square foot unit boasts a...
Maui Special!! 2BDRM/2BA Ocean View and Convenient Location
Our Ocean view condo is spacious with 2 Bedrooms, 2 Baths, and airy living room. The sliding glass doors slide into the lanai creating a seamless transition between indoor and outdoor living overlooking the ocean and the spectacular sunset view. Only steps from the...
Beautiful, Simple & Relaxing... South Maui Studio Condo KR 309 with Views
** Summer 2025 - Special rates - 20% Discount Now through 9/30/25 - Book Now! **Experience the breathtaking beauty of Kealia Resort Unit 309, where unforgettable views and ultimate relaxation await. Step into the charming studio and be greeted by floor-to-ceiling...
Hawaii Life Rental Presents Aloha 'Ohana
Welcome to one of Poipu Beach’s finest vacation destination areas! Located in a spacious corner lot within the magical and tranquil Kiahuna Golf Village, here you will find yourself immersed in the lush, natural beauty of Kauai while enjoying your luxurious home-away...
Garden & mountain view condo w/private W/D, outdoor pool, and hot tub
Pali Ke Kua 13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the garden view retreat of Pali Ke Kua 13. Nestled in the green gardens of Kauai's beautiful North Shore,...
KK 211 Updated OceanFront with Breathtaking Views All Year
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...
Sunset views await in this 2-bed, 2-bath condo! Golf course vistas + room for 6!
Make memories at Keauhou Punahele Unit C104: two-bedroom, two-bathroom home, and a newly remodeled kitchen. A smart television in both bedrooms, and a fully stocked kitchen. Relax on your lanai and enjoy the BBQ.This two-bedroom, two-bathroom home has all one needs on a...
Amazing ocean and sunset views
This beautiful guest house is located on Maili Point, one of Oahu's most scenic sites. Maili Point is located on the dry and sunny west side of Oahu giving days of perfect weather, full of sunshine and trade winds. The property's secluded location provides a relaxing...
Lovely Condo w/ Garden Views, AC & Shared Oceanfront Pool: Casa De Emdeko 222
Casa De Emdeko 222 is a charming oceanfront retreat on the Big Island, offering a blend of comfort, convenience, and authentic island ambiance. Located just two miles from historic Kailua-Kona Village and set within a lushly landscaped complex, this second-floor condo...
Hale Kamaole 313 Third floor condo, partial view of the ocean!
This two bedroom condo has a good Ocean and Garden View. Master bedroom has a King bed. Down stairs bedroom has two twin extra long beds. Pull out sofa bed in living room. Spacious kitchen cabinets. Carpet in bedrooms and tile floor. New A/Cs and ceiling fans. This...
New Listing! Breathtaking views,Unforgettable Stay
Welcome to Nohonani 401 – Your Oceanfront Escape in Paradise! Step into serenity at Nohonani 401, a beautifully appointed 2-bedroom, 2-bath condo on the 4th floor, showcasing stunning oceanfront views that stretch endlessly across the Pacific. This peaceful retreat...
Peaceful & Elegant Treetop Hideaway in Volcano Village
Set on a quiet street in historic Volcano Village, Hiʻiaka Guesthouse is a private, romantic pied-à-terre on the second floor of a beautiful 2-story custom home. Surrounded by old-growth ʻōhiʻa forest, and overlooking a lush and peaceful garden, the guesthouse...
Beautiful Mountain View in Waikiki Sunset + 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...
Ocean Front Newly Renovated Unit 415 with stunning views! - 1 Bedroom/1Bath
** Newly Renovated! Special rates Summer 2025 Rates! - Book your stay at Kuleana Unit 415 TODAY!! Unit 415 at Kuleana has recently undergone a comprehensive renovation, resulting in an ideal option for your upcoming vacation. This modern one-bedroom, one-bathroom...
*Ocean and Mountain Views!* | Lush Hawaiian Oasis
Summary:🌴 Wake up in paradise at Hanalei Bay Resort! Nestled on 20 lush acres in Princeville, this luxury condo offers ocean & mountain views, private beach access, pools, tennis courts, yoga, spa, BBQs & more 🌊⛳ Golf lovers enjoy exclusive discounts too! Your...
The HALE, perfect Family Base Camp, centrally located, short walk to the beach
This property is located on a quiet street across from the Morman Temple. The property consists of a Front Cottage, The Hale (where this unit is located) and a parking lot for the Hale Renter and the Owners (who live 0n site). We are close to town (5-7min walk) the...
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
Absolute oceanfront top floor condo with a big lanai (balcony) boasting an even bigger view. Located on the top floor of a four-story building, this oceanfront condo boasts first class views as well as excellent proximity to Kona Town and all activities. Whales, surfers...
KPL 8 Remodeled 2BD Home Ocean Views Near Beach
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...
OCEANFRONTopFloor@5k mo w APRIL start&6monthSave 1k more!HEATED POOL, hottub&gym
OCEANFRONT COMPLEX Maui Sunset TOP FLOOR 5 OCEANVIEW &2 Bathrooms Start4/19@this top floor condoOPEN April for full month booking preferred, buy 3 months &next months half off! Vrbo won’t allow same-day bookings but I have a keyless entry pad SAME DAY BOOKING OK!- so...
Beachfront Estate North Shore Oahu – Surf & Sunsets Await!
A Rare Opportunity To Stay in Hawaiian ParadiseNestled on the world-famous North Shore of Oahu, this stunning beachfront estate offers an unparalleled blend of luxury, comfort, and adventure. Whether you're looking to come to paradise with a group of friends or enjoy a...
Gorgeous Waikiki Ocean View! Full Kitchen, Free Parking, Close to Beach!
Waikiki Sunset #3704 – 229 Paoakalani Ave.Fabulous views of the Pacific Ocean, Diamond Head and Kapiolani Park from this 37th floor, one-bedroom condo (564 sqft plus 67-sqft lanai with table and chairs) with central AC. 4-person max.Just a 10-minute walk to the best...
Beautiful Fairways Condo near Disney’s Aulani, Four Seasons, Lagoons and Golf
Newly renovated and ready for you to enjoy your fabulous vacation in Hawaii. Stay far away from the crowds of Waikiki. Easy drive from the airport and less traffic than the drive to Honolulu. Enjoy the same beach lagoons as the guests at the resorts at Ko Olina but in a...
Oceanview Oceanfront 2BR/2BA
Fabulous West Maui oceanfront location. Polynesian Shores is a low rise, low density oceanfront community on 2 lush acres with a total of only 52 units. Conveniently located near world class golf courses, beaches, and restaurants, 5 min. to Kanaapali and 10 min. to...
KAMAOLE SANDS BLDG 4 - PARTIAL OCEAN VIEW, OCEAN/POOL CLOSE, LARGE LANAI
Aloha, and a warm welcome to our spacious (818 sq ft) condo located in the Kamaole Sands Resort located in South Kihei directly across the street from the famous Kamaole Beach Park III. The condo is located in building 4 on the third floor, away from the busy part of...
South Maui Partial ocean views Maui Sunset A112 1 BR, 2BA
Immerse yourself in the South Maui Sunset. This beautiful one bedroom, two bath condo is located on the ground floor with partial ocean views. Maui Sunset is 5 acre Ocean front property, with lush green lawns throughout the property. Relax in the well appointed living...
Charming Studio In Waikiki - Minutes to the Beach!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late August to early October. The project is expected to be...
Stylish Studio w/ Great Ocean Views & Near Beach!
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...
Exquisite condo situated on Kaanapali Beach
Welcome to Kaanapali Shores 223, a 2-bedroom, 2-bathroom condo that offers central A/C, a private washer/dryer, and high-speed Wi-Fi. This property has elevators. Unit 223 can accommodate up to 6 guests. The master bedroom is a tranquil retreat, offering a king-sized...
Oceanview, Renovated and Gated, Private Lanai
Beautiful ocean views greet you upon entering this 3rd floor unit at Lae Nani. Recently renovated with a fresh and light decor and new laminate floors in May 2025! This 1 bedroom, 1.5 bath unit with comfy King Sized Bed has a lanai out front to enjoy that oceanview...
Hale Hui Kai 102 on Keawakapu Beach
This private garden condo is on the first floor of the south side of the building ...about 60 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty...
Legal Short Term on North Shore Oahu, Upper Floor - Kuilima Estates
We welcome short term rentals Welcome to this nicely updated two bedroom condo located on the peaceful East side of Kuilima Estates at Turtle Bay. The condo features brand new tile flooring in the living room and kitchen along with new kitchen cabinetry!This unit has a...
Emmalani Court 523 By Parrish Kauai - Great views & Princeville Location
Enjoy this luxurious Kauai condo next to the Makai Golf Course at Princeville Resort. This small resort features only 42 units, pool, spa and outdoor barbecue area. Conveniently located near our North Shore office at the Princeville Resort Center. Stop by and meet our...
Kauai 2 BR/2 BA Condominium Oceanfront - Pono Kai Resort!
Enjoy beautiful sunrises and all the luxuries that accompany beach side living. This two-bedroom ground floor condominium in Pono Kai is steps from a mile-long, sandy beach. This beautiful condominium has been privately owned, cared for, and enjoyed by us for many...
Ali'i Point Spacious and Private Oceanfont Villa with A/C.
Ali'i Point #5 is located at Ali'i Point, a private and gated community of 16 seaside homes with community pool and tennis court.Central A/C throughout. Main floor has living room, dining room, kitchen, half bath, and master king bedroom with en suite bathroom.Large...
Top floor-quiet, 3 min walk to beach, Espresso machine, pool/ fitness, HBO
Feel like living in a treehouse…Quiet, top flor location, lots of special features *** Pls note that from Jan1st, 2024, for stays the end cleaning fee for each unit 1 BR is $ 268.00 plus Tax. For stays of 10 nights or more, an additional mid-stay replenishment fee per...
KONA MAGIC SANDS#309 TOP FLOOR DIRECT BEACHFRONT, AIR CONDITIONING!!
*LOOK NO FURTHER! YOU HAVE FOUND AN INCREDIBLE PROPERTY!**Kona Magic Sands#309 is a DIRECT oceanfront, Top floor condo that is meticulously maintained, beautifully furnished, and has absolutely anything any guest could dream of. Air Conditioning, Wifi, beach gear,...
BEAUTIFUL.... Keauhou Ocean View Condo
Capture the essence of Hawaii with ever present ocean view, trade winds, palm trees , birds, and lovely flowers. All things Hawaii. The condo is filled with natural light and always present ocean breezes eliminate the need for air conditioning! This ”bridge unit” is...
White Sands Village #120
Summary:Say aloha to your Big Island vacation rental! White Sands Village is an oceanfront condo complex in the gorgeous town of Kailua-Kona. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Guests will find themselves in the perfect...
Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!
WE ARE LITERALLY ON THE WATER! E Komo Mai (Welcome) to Paradise!one rental per 30 day period as required by city & county law Honu Hale is a charming island-style cottage that sleeps 3 adults or 2 adults and 2 children. A cozy loft bedroom has a comfortable king size...
Second floor, Great Ocean view #260
Great second floor unit , with Ocean views, and views of the garden This is are little peace of paradise, pool and spa tiki bar This studio has newqueen bed , mini fridge, BBQs , full bathroom, microwave , coffee maker, dishes for four complete BBQs set , This condo is...
Oceanfront ground-floor condo with amazing views, pool, & full kitchen -walkable
Kapa'a Sands 12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This boutique establishment is right on the ocean, enveloped in lush tropical gardens with everything you need for your...
Poipu Makai Villas C1 - Amazing Views, Ocean Front, AC
POIPU MAKAI C1 AT KOLOA KAI VACATION RENTALSYour Oceanfront Oasis on Kauai’s South ShoreDiscover unparalleled tranquility and breathtaking ocean views at Poipu Makai C1, an exclusive oceanfront condo perched on a bluff overlooking the vibrant blue Pacific. With only...
INCREDIBLE OCEAN VIEW! A/C, Wi-Fi, Pool, FREE Valet Parking, Steps to Beach!
Waikiki Beach Tower #1904 – 2470 Kalakaua Ave.If you'd like to be directly across the street from the best swimming and surfing beach in Waikiki, then this two-bedroom, two-bath Waikiki Beach Tower condo with 1092 sf interior living space and a large (171 sf)...
Kaha Lani Resort #114, Ocean View, Steps to Beach, Sunrise, Pool/Wi-fi
Kaha Lani Resort #114, Beachfront Resort, Wailua, Kauai. Ocean view, ground floor end unit on a beachfront resort. Surrounded by parks, a golf course and the ocean. Beach towels, beach chairs, beach umbrella and a small cooler are provided for your use during your stay....
Updated 1-bed, 1.5-bath with mountain views near beaches and dining
Be our guest at The Shores, on the sunny Waikoloa Resort coast. This one-bedroom one-and-a-half-bath, newly updated condo features a fully stocked kitchen, sweeping mountain views, and close proximity to numerous white sand beaches. Enjoy a multitude of dining options,...
Perch - Kamaole Beach Club: Oceanview upgraded one bedroom, walk to beach
Walk across the street to the best beach in Maui! This ocean view ground floor condo is the best location in the complex. Nicely updated in 2022, this one bedroom unit features travertine floors, crown molding, granite kitchen counters in the kitchen, stainless steel...
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Ground floor condo in the heart of South Kihei on the beautiful island of Maui. We welcome you to stay at our cute, clean, well-cared for condo during your visit to the Valley Isle. Directly across the street from Kamaole Beach Park II, a beautiful golden sand beach...
Fantastic Beach Front Villa
Following Oahu laws a 30 minimum lease required for any rental. Please inquire about it.Right on renowned Kailua beach, our beachfront villa equipped with a pool and jacuzzi is perfect for all your vacation needs. Wake up and go watch the sunrise or a morning jog. The...