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.
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
This wonderful small unique north Kihei condo complex is made up 6 delightful condos, private and peaceful. The Hale Wailana is located across from the 4 mile beautiful white sandy beach "sugar beach". This is pleasant for jogging, beautiful sunsets, and amazing for...
Great Deals at the Kona Reef! Footsteps from Old Kona Town. See our Video Tour.
This is one of the best deals at the Kona Reef: a clean, comfortable and recently-renovated island-style 1BR, with a great view of the big, beautiful Pacific Ocean. It’s an oceanfront view without the oceanfront price. And it it is air conditioned throughout. There are...
Oceanfront Studio #102 at Kauhale Makai: Beach, Activities & Comfort Await!
Oceanfront property with beautiful beaches and outdoor activities just yards from your front door. #102 at Kauhale Makai is the perfect spot for a couple visiting Maui. This adorable studio has everything you need for a comfortable stay on one on the most beautiful...
Casa De Emdeko 219 2 Bdrm DIRECT Ocean Front CORNER unit, Wrap around Lanai!
Casa#219 is a DIRECT oceanfront 2 bedroom 2 bath property that sits right on the water. HUGE lanai!This unit has everything you will need to feel like you are royalty: a great big king bed and two twin sized beds. It also has a fully stocked kitchen with a view of the...
Amazing! Beautifully Remodeled and Upgraded! Palms at Wailea 403
This cool, ground floor condominium is the most spacious 1200 sq ft two-bedroom 'C' plan, with sunken living room, brand new designer furniture, and extensive travertine and granite surfaces. Oceanic Time Warner cable, internet, phone, and Wi-Fi.Both kitchen and living...
Corner ocean-view condo with patio, full kitchen & pool
Mahina Surf 116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Become part of Mahina Surf's 'Ohana' at this charming corner condo - the perfect spot to unwind in the warm Hawaiian...
Discover the ultimate Hawaiian retreat at Kanaloa Condominium
Welcome to this spacious and beautifully appointed 3-bedroom condominium at Kanaloa Condominium at Outrigger, nestled in the stunning surroundings of Hawaii. This luxurious unit offers a blend of contemporary design and island-inspired decor. Enjoy breathtaking views of...
Lae Nani 224 Beautiful Ocean Front Condo Overlooking the Pool and Ocean
Summary:Lae Nani 224 is a Large Ocean Front Condo Overlooking the Pool and Ocean. Updated and Very Comfortable. Enjoy the Wailua Bay and Ocean Views.The Space:This beautiful condo home overlooks our heated pool and the ocean. The condo has just had a facelift! New...
Kihei Bay Surf 227 | Beach, Resort Pool, Tennis
Discover paradise at Kihei Bay Surf 227, hailed by guests as "a gem in a tropical garden paradise." Tucked away amidst lush landscaping and just a short stroll from Kalepolepo Beach Park, this second-floor studio condo offers a tranquil retreat like no other.Step onto...
3 BR/3 Bath Presidential Condo on Kauai's Amazing North Shore!
Enjoy a relaxing home away from home after days of adventure on Kauai. All units have washers/dryers, fully-equipped kitchens with everything needed to cook -- utensils, dishes, pots, pans, full-size stove, refrigerator, coffee maker, toaster, blender. An amazing oasis...
Ground-floor condo with ocean view, steps to beach
Kana'i A Nalu 116 is a ground floor, ocean view, pool view, garden view gem. This 2-bedroom, 2-bathroom condo accommodates up to 6 guests; perfect for families or groups, this unit is sure to please! Enjoy stunning views of the Pacific from the moment you enter. The...
Hilton Waikoloa Pool Pass Included for stays thru June 2025. Halii Kai 22H.
This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: Halii Kai 22H has been listed for sale. Guests may be asked to accommodate showings/inspections with 48 hours notice. Please reach out with any questions.Halii Kai 22H. Three Bedroom. ...
The Cottage: Oceanfront Honeymoon Retreat w/Gorgeous Views, By Kahalu'u Beaches
Perched directly above the lava-rock shoreline along Ali‘i Drive, The Cottage is a classic oceanfront retreat where coastal breezes, island color, and unobstructed sunsets shape each day. This one-bedroom home blends nostalgic Kona charm with thoughtful modern updates,...
OCEAN Front Kona Studio - Spectacular view!
ALOHA! We invite you to sit down, relax and take in this spectacular location our unit has to offer!PERFECT LOCATION!We are 15 mins from the airport and direct ocean fronting at Historic Kona town. Fast Internet!! For those who decided to escape to paradise to work?!...
Kona Coast Resort 10-104
Kona Coast Resort's unit 10-104 is a spacious, 1,100 square foot one-bedroom, one-bathroom condo that exudes a traditional Hawaiian ambiance. This unit boasts a fully equipped kitchen, a washer/dryer, and a private lanai with an ocean view. The bedroom features an...
Island Surf 312 | Steps to the Beach, Beachfront!
Discover the perfect Maui retreat at Island Surf 312, where stunning ocean views and serene beaches await just steps from your door. Nestled across the street from Kalama Beach and Cove Beach, this two-bedroom, two-bathroom condo offers the ideal getaway for families...
Wailea Ekahi Village 20H - 2 Bedroom Garden View Condo
Discover the perfect blend of elegance and comfort at Wailea Ekahi 20H, a beautifully decorated two-bedroom, two-bathroom vacation rental in the prestigious Wailea community. This charming second floor condo with vaulted ceilings offers a tranquil escape with all the...
Top of the World Views from a Stunning Corner Unit!
**Valley Isle 1104**Perched on the 11th floor of the lush, oceanfront Valley Isle Resort, this 1-bedroom, 1-bath condo offers panoramic views of the ocean and the islands of Moloka'i and Lana'i. Enjoy the best sunsets imaginable and prime whale-watching opportunities....
Hale Hui Kai 210 Two bedroom Two bath full Ocean and Beach Views
This private condo is on the second floor of the south side of the building ...about 30 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 and...
Kona Makai 1-103 Nearly Oceanfront, Ground Floor, No Stairs, Special Location
Kona Makai#1-103 is one of the best located ground floor units in the entire complex! Being 2 units away from the very west ocean end of building 1, the location is undeniably too perfect. This NEWLY REMODELED unit has a gorgeous upgraded kitchen & bathroom as of July...
Beautifully Remodeled Wailea Condo Perfect for your Family Vacation
Hawaii Tax ID: TA-043-585-3312-01TMK: 210080770146Beautifully remodeled second floor unit is perfect for your family vacation. Nice and quiet unit with amazing hillside partial ocean views. This unit will surely make your vacation memorable. Great location for...
Ocean Front KUL711 -West Maui, Quiet Condo Location Great Views & Value—1B
**2025 Discounted Rates - Book Now! **Unit #711 is the perfect retreat for your Maui vacation, with its competitive rates and breathtaking views. As you enter the condo, you’ll be struck by the beautiful ocean and outer island view that can be seen from the living room...
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Panoramic ocean views! Across from popular Kamaole Beach II in South Kihei..Definitely not your typical rental unit. Flawless 2 bedroom 2 bath condo which has been owner occupied for thirty plus years and has been newly remodeled. Hardwood floors and wood louvered...
Ocean Views 42nd Floor Penthouse "2bedrm/2bath
Summary:My place is close to Waikiki Beach just 10-15 minutes away! , great views, parks, restaurants and dining. You’ll love my place because of the spacious living this unit offers with a full kitchen , washer/dryer in unit and 2 full bathrooms!. My place is good for...
Napili Bay 205 Studio, Direct Oceanfront on Famous Napili Bay
Welcome to your beachfront retreat! Our cozy studio condo, situated directly on the picturesque Napili Bay Beach, offers stunning ocean views and modern comforts for your ideal Maui getaway. Recently renovated with a fully equipped kitchen, a comfortable queen-size bed,...
Paradise Found - luxury Poipu rental with ocean views
As with most homes on Kauai, this vacation rental is NOT air conditioned.Welcome to your vacation paradise at this new luxury Poipu vacation rental at the beautiful Makahuena Resort. At Makahuena 2106, step into modern elegance as you enter this thoughtfully designed...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Ocean View-Beaches Await
Sugar Beach Resort 434Our 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...
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 lanai
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...
Pool, hot tub, tennis courts! Short walk to beach, dining.
Walk to Brennecke's Beach, Poipu Beach Park, Kiahuna Beach, Shipwreck Beach, the Hyatt beach, and more. Restaurants in walking distance include Brennecke's Beach Broiler and Kalapaki Joe's, both Kauai classics you won't want to miss. Our Poipu rentals at Kahala at Poipu...
PK D108 Ground Floor Condo at BeachFront Resort w Pools
Papakea D108 Great West Maui Location! 1BR/1BA Sleeps 4 Steps From the Ocean Papakea Resort D108 is the perfect place to enjoy your Maui vacation! The location, amenities and well manicured grounds are great for all types of travelers from couples, families or even...
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
Welcome to Hale Nani, a spacious family retreat nestled in the serene Turtle Bay on Oahu's East Side. This charming 1-bedroom, 2-bathroom with loft vacation rental offers a perfect blend of comfort and luxury, ideal for families or groups of friends. The master bedroom...
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•...
Deluxe 1 Bedroom Ocean View Condo with hot tub and pools & short stroll to beach
Kapa'a Sunrise condo is a spacious, enchanting, ocean view home located close to the beach and the dazzling pacific ocean. This charming condo features one bedroom and one full bath with an extra large balcony on a quiet side road on Kauai's gorgeous East side. Close to...
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**********Exterior Painting & Spalling Repair Project at IlikaiA licensed contractor has begun a major spalling repair and full exterior painting project for the building. This is a large-scale effort that will take approximately 1.5 to 2 years to...
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...
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 the...
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...
Hanalei Bay Resort 7308: Oceanview Condo w/ AC
Discover the serene charm of Hanalei Bay Resort 7308, a beautifully appointed studio suite tucked into the lush hillsides of Princeville, HI. With dramatic Bali Hai and ocean views, this peaceful retreat is perfect for honeymooners or couples seeking an effortless...
Kahana Reef 419 Charming Oceanfront unit
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
Close to skiing, sailing, and more, this smoke-free apartment brings it all within reach. Waikiki Beach and International Market Place are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return, you can unwind by...
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...